Potassium Iodide → N-[2-[1-[2-(5-Benzofurazanyl)ethyl]-4-piperidinyl]-2,3-dihydro-3-oxo-1H-inden-5-yl]methanesulfonamide

HRID 1195686ノート

反応式

HRID 1195686 の反応式
Cl.[CH3:2][S:3]([NH:6][C:7]1[CH:15]=[C:14]2[C:10]([CH2:11][CH:12]([CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[C:13]2=[O:16])=[CH:9][CH:8]=1)(=[O:5])=[O:4].Br[CH2:24][CH2:25][C:26]1[CH:27]=[CH:28][C:29]2[C:30]([CH:34]=1)=[N:31][O:32][N:33]=2.C(=O)(O)[O-].[Na+].[I-].[K+]>C(#N)C>[N:33]1[O:32][N:31]=[C:30]2[CH:34]=[C:26]([CH2:25][CH2:24][N:20]3[CH2:21][CH2:22][CH:17]([CH:12]4[C:13](=[O:16])[C:14]5[C:10](=[CH:9][CH:8]=[C:7]([NH:6][S:3]([CH3:2])(=[O:4])=[O:5])[CH:15]=5)[CH2:11]4)[CH2:18][CH2:19]3)[CH:27]=[CH:28][C:29]=12

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 516892Sodium BicarbonateHCID 117758995-(2-Bromoethyl)benzofurazanHCID 197591836-Methanesulfonamido-2-(4-piperidyl)indan-1-one hydrochloride

生成物 1

HCID 54107427N-[2-[1-[2-(5-Benzofurazanyl)ethyl]-4-piperidinyl]-2,3-dihydro-3-oxo-1H-inden-5-yl]methanesulfonamide

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

In the manner described in Example 14, 6-methanesulfonamido-2-(4-piperidyl)-indan-1-one hydrochloride (0.20 g, 0.58 mmol), 5-(2-bromoethyl)benzofurazan (0.395 g, 1.74 mmol), sodium bicarbonate (0.146 g, 1.74 mmol) and potassium iodide (20 mg), in 20 mL of acetonitrile were heated under reflux for 30 hours. After purification by flask column chromatography on silica gel eluting with 5% methanol in chloroform saturated with ammonia (gas), and treatment with ethanol HCl, crystallization from methanol gave the title compound as a white solid, mp 214°-217° C.

後処理

  1. temperaturewere heated
  2. temperatureunder reflux for 30 hours
  3. customAfter purification by flask column chromatography on silica gel eluting with 5% methanol in chloroform saturated with ammonia (gas), and treatment
  4. customwith ethanol HCl, crystallization from methanol

出典と根拠

ORDレコード
ord-55a7a0ef3bdc4910bf893274e3abe5b0
出典データセット
uspto-grants-1992_05
特許番号
US05112824

反応ノート

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